Plaid Looks
Plaid is back, but not in the way you remember. This trending edit plays with plaid in unexpected ways, with blue and brown colorways giving the checkered pattern a fresh update. Find going out tops, halters, and off-the-shoulder shapes in flowy cotton gauze and chiffon, plus midi skirts, maxis, two-piece matching sets, and mini skorts. Funnel neck jackets and bombers add a cool-weather edge, making these looks easy for coffee runs, off-duty 'fits for winter, and plans that need a little more personality.
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Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this season with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for Frinedsgiving dinner to stylish plaid jackets that add warmth and flair, this collection has everything you need to stay chic this season. Embrace the holidays with matching plaid sets or layer up with plaid shackets and scarves that bring a festive touch to any look. Try a plaid skirt set with ankle boots for a holiday party or add a plaid cardigan to your favorite jeans for a cozy weekend style. Complete your outfit with plaid print heels or a plaid scarf for the ultimate winter vibe. Shop Windsor’s Plaid Outfits collection for more ideas and make every look unforgettable!
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Perfection In Plaid Side Slit Mini Skirt
Make your 'fit total perfection in this adorable plaid mini skirt! With a trendy side slit and a short, form-hugging silhouette, this skirt is a must-have to wear to a brunch date. Pair with some chunky sneakers to get a more casual-cute look.
Fit & Features
- High rise waist
- Small side slit
- Short, form-hugging fit
- Allover plaid print
- Knit fabric with plenty of stretch
Style Number/Barcode: 06501-0297
Category Name: Plaid Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Trendy Reversible Shacket
Be the trendy member of your squad in this adorable cozy shacket! It has a reversible design, with a corduroy fabric on the exterior and a soft woven flannel fabric on the interior. The jacket features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, top buttoned pockets on the exterior, and lower front pockets on the interior. Layer this relaxed-fitting shacket over a knit mini dress and pair it with chunky sneaks.
Fit & Features
- Reversible style
- Collared neckline
- Long sleeves with single buttons to cuff
- Complete button-down front
- Top buttoned pockets on the exterior
- Lower front pockets on the interior
- Corduroy and woven flannel fabrics with no stretch
Style Number/Barcode: 06204-0700
Category Name: Plaid Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Plaid High Waist Joggers
These plaid high waist joggers couldn't get any more perfect for fall! They feature large cargo pocket detailing and a trendy jogger hem. Pair with a basic cami and classic block heels to a coffee shop with bae!
Fit & Features
- High rise waist
- Front button closure
- Slanted front pockets
- Large cargo side pockets
- Cinched jogger hem
- Plaid print
- Woven fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0165
Category Name: Plaid Looks
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Crop Top
Keep it pretty and chic in a plaid crop top! The top features a plunging wrap V-neckline, quarter-length flutter sleeves, a chic plaid print, and a lower back keyhole with back ties. Complete look with high waist jeans.
Fit & Features
- Wrap V-neckline
- 3/4 flutter sleeves
- Plaid print
- Lower back keyhole with back ties
- Cropped hem
Style Number/Barcode: 06003-1037
Category Name: Plaid Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Woven Mini Skirt
Get an effortlessly pretty look in this trendy plaid woven mini skirt! With its flattering high rise waist and chic side slit, this skirt is a must for a casual date night out. Pair with a cute top and layer on a leather jacket.
Fit & Features
- High rise waist
- Hidden back zipper closure
- Small side slit
- Short, curve-hugging fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06401-0251
Category Name: Plaid Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Pleated Plaid Mini Skirt
Keep it preppy in a classic plaid skirt that hits the mark. The skirt features a flattering high rise waist, a classic plaid pattern, and a pleated body. Complete your preppy-inspired outfit with a crop top and boots.
Fit & Features
- High rise waist
- Classic plaid pattern
- Pleated detail
- Mini length silhouette
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06401-0250
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All About It Plaid Mini Skirt
We're all about this chic plaid mini skirt! Keep it trendy for your next date night with bae in this skirt that features a flattering high waist and a sultry side slit. Pair with some sassy shades and casual sneakers for that total it-girl vibe.
Fit & Features
- High-rise waist, elastic band
- Side slit
- Short, form-hugging fit
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0288
Category Name: Plaid Looks
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect Look Plaid Knit Mini Dress
Get the perfect look for date night in this adorable plaid knit mini dress! It features a square neckline and a mini length, curve-hugging silhouette. Pair this chic dress with heeled booties and sleek hoop earrings.
Fit & Features
- Spaghetti straps
- Square neck and back
- Short, form-hugging fit
- Allover plaid print
- Knit fabric
Style Number/Barcode: 05102-0801
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Moment Ruffled Mini Dress
Have a major plaid moment in this trendy little mini dress! The ruffle detailing gives off a fun & flirty vibe.
Fit & Features
- Adjustable spaghetti straps
- V neckline
- Square back
- Stretchy smocked body
- Short, tiered ruffled hem
- All over plaid print
Style Number/Barcode: 05102-0728
Category Name: Plaid Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Mini Dress
Keep it pretty in plaid with this brunch ready mini dress! This season-ready dress only needs a pair of wedges and a pop of jewel tones for a complete look!
Fit & Features
- Square Neckline
- 3/4 Puff Sleeves
- Plaid Print
- Lined Lightweight Fabric
- Mini Length Silhouette
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 05102-0680
Category Name: Plaid Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid About It Mid Rise Tapered Pants
Add a trendy touch to your look with these plaid pants! For a put-together fit, pair this with a long sleeve mock neck and heels!
Fits & Features
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Mid Rise Waistband I Elastic At The Back
- Decorative Slant Hand Pockets
- Tapered Silhouette
- Woven Fabric I Plaid Print
- Plenty Of Stretch
Style Number/Barcode: 06402-0197
Category Name: Plaid Looks
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mid Rise Waistband I Elastic At The Back
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Perfectly Plaid Belted Mini Skirt
Keep your 'fit trendy & chic in this perfectly plaid mini! Pair it with a basic top to let the skirt do the talkin'!
Fit & Features
- High rise paper bag waist
- Belt with circular buckle
- Hidden front zipper closure
- Two slanted front pockets
- Short, form hugging fit
- Plaid print
- Woven fabric | Minimal stretch
Style Number/Barcode: 06401-0221
Category Name: Plaid Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check Yes Plaid Mini Skirt
Ooh girl, check yes for this plaid mini skirt! Pair it with a cute solid top and add a pair of booties for a cute and casual fit!
Fits & Features
- High Rise Waistband
- Textured Knit Fabric I All Over Plaid Print
- Mini Length I Front Side Slit
- Form Hugging Fit I Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0238
Category Name: Plaid Looks
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Girls Day Out Windowpane Shorts
Whether it's girls day out, or you are making the most of ur errands in a cute outfit, these shorts add a little something to your look that we are loving! Style with a simple bodysuit and sneaks, or dress up with heeled mules!
Fit & Features
- High waist fit
- Belted high waist detail
- Windowpane pattern
- Elastic backing with stretch
- Woven knit material | Minimal stretch
Style Number/Barcode: 06403-0089
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Yes Way Belted Plaid Mini Skirt
Say yes to plaid this season! Treat it like a neutral and pair it with a cute pastel fuzzy cardigan!
Fit & Features
- High waist fit
- Looped belt with matching rectangular buckle
- Mini hemline
- Form fitting silhouette
- Moderate stretch
- Plaid pattern
Style Number/Barcode: 06401-0208
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pull Up In Plaid Mid Rise Skinny Trousers
Pull up in plaid pants and steal the show! Style with strappy mules, or for a casual vibe add in some combat boots!
Fit & Features
- Mid-rise fit
- Skinny tapered leg
- Elastic waist line | Stretchy waist
- Faux pockets
- Plaid pattern
- Tightly woven knit| Moderate stretch
Style Number/Barcode: 06402-0167
Category Name: Plaid Looks
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Knit Mini Dress
Look oh-so-pretty in plaid in this adorable knit mini dress! Featuring a trendy square neckline and a short, form-hugging fit, this dress is a fall must-have. Pair with strappy heels and layer on a chic faux leather jacket for a date night.
Fit & Features
- Spaghetti straps
- Square neck and back
- Mini length silhouette
- Form-hugging fit
- Plaid print
- Knit fabric
Style Number/Barcode: 05102-0585
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Poised In Plaid Tweed Mini Skirt
Look oh so posh and poised in plaid with this trendy tweed mini skirt!
Fit & Features
- High rise waist
- Short, slight A-line fit
- Tweed fabric | Knit lining
- Plaid pattern
- No stretch
Style Number/Barcode: 06401-0195
Category Name: Plaid Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Time To Play Ruffle Plaid Jumpsuit
Time to play! This brunch ready jumpsuit is a go-to outfit to slip into and head out with ya girls!
Fit & Features
- One piece
- Ruffle tank straps
- Square neckline
- High waist seam
- Wide leg hemline
- Zipper located mid back
- Stretchy knit fabric | Moderate stretch
Style Number/Barcode: 06502-0289
Category Name: Plaid Looks
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Chiffon Midi Skirt
Getting ready for work is a little easier when you have midi skirts on your side! Simply pair with a chunky sweater and heels or booties and you are good to go! If you wanna dress down this baby pair with your fav band tee and some combat boots!
Fit & Features
- High waist fit
- Elastic waist band
- Fully lined
- Mid-length hemline
- Chiffon | Minimal stretch
- Neutral plaid pattern
Style Number/Barcode: 06401-0184
Category Name: Plaid Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Paper Bag Tie Waist Skinny Pants
Own your look in trendy plaid babe! This pair of paper bag skinny pants is calling your name!
Fit & Features
- High rise elastic banded paper bag waist
- Tie front belt
- Slanted front pockets
- Tapered skinny pant legs
- Window pane plaid pattern
- Woven fabric | Moderate stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06402-0157
Category Name: Plaid Looks
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Plaid Skinny Pants
Plaid is such a classic staple for this time of the year. These skinny pants will pair well to create a perfect 'fit.
Fit & Features
- High rise waist
- Front button | Hidden zipper closure
- Faux front pockets
- Tapered skinny pant legs
- Woven fabric | Plenty of stretch
- Form hugging fit
Style Number/Barcode: 06402-0158
Category Name: Plaid Looks
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Mini Skort
Style it up in of the moment plaid with this mini skort!
Fit & Features
- High rise waist
- Wrap front detail
- Fitted shorts
- Multi-hued plaid print
- Knit fabric
- Moderate stretch
Style Number/Barcode: 06503-0101
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Chic Plaid Fringe Scarf
Layer on this plaid fringe scarf to make your 'fit all the more stylish & chic!
- Fringe detailing at each end
- Plaid pattern
- Oblong design
Style Number/Barcode: 07305-0073
Category Name: Plaid Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance